Stadium: Center Court 1 Round: 25 Ground: Clay
| ITF M25 Bolzano | 2023/07/31 10:15 | Antonio Caruso v Davide Ferrarolli | 6-2,6-2 |
| ITF M25 Bolzano | 2023/07/30 14:00 | Antonio Caruso v Gabriel Moroder | 6-0,6-0 |
| ITF M15 Perugia | 2023/07/24 12:00 | Samuele Pieri v Antonio Caruso | 6-2,7-6 |
| ITF M15 Perugia | 2023/07/23 14:00 | Alessandro Battiston v Antonio Caruso | 6-3,4-6,8-10 |
| ITF M15 Gubbio | 2023/07/18 09:55 | Antonio Caruso v Gabriele Maria Noce | 4-6,2-6 |
| ITF M15 Sofia | 2023/07/03 08:00 | Samuel Kyjaci v Antonio Caruso | 6-4,6-2 |
| ITF M15 Constanta | 2023/06/02 08:00 | Florent Bax v Antonio Caruso | 4-6,6-3,6-2 |
| ITF M15 Constanta | 2023/06/01 08:00 | Antonio Caruso v Felipe De Dios | 6-1,6-3 |
| Challenger Verona | 2023/07/24 08:00 | Valentin Royer v Giovanni Oradini | 6-2,2-6,6-1 |
| Challenger Verona | 2023/07/23 10:25 | Lorenzo Rottoli v Giovanni Oradini | 6-7,1-6 |
| Challenger Milan | 2023/07/06 10:15 | Matteo Gigante v Giovanni Oradini | 6-1,6-2 |
| Challenger Milan | 2023/07/04 11:45 | Giovanni Oradini v Oleksii Krutykh | 6-2,1-6,6-3 |
| Challenger Milan | 2023/07/03 09:40 | Dmitry Popko v Giovanni Oradini | 6-1,3-6,5-7 |
| Challenger Milan | 2023/07/02 12:20 | Giovanni Oradini v Carlos Taberner | 6-7,6-3,6-3 |
| Challenger Modena | 2023/06/25 10:10 | Alibek Kachmazov v Giovanni Oradini | 6-3,6-7,7-5 |
| Challenger Perugia | 2023/06/11 11:55 | Giovanni Oradini v Alexander Weis | 1-6,4-6 |